Guesthouse holiday rentals in San Diego Bay

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in San Diego Bay

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Top Guest favourite

The exterior of a historic stone cottage showcases a rounded structure with large, circular windows. Native plants and decorative rocks surround the entrance, highlighting the natural landscape. The name 'Anna' is displayed on a rustic wooden sign, further enhancing the cottage's character.

Guesthouse in La Mesa

4.91 out of 5 average rating, 464 reviews

Anna's Historic Stone Cottage w/panoramic View!

Welcome to Anna's Historic Stone Cottage! The 110 year old cottage has been transformed into the perfect combination of romantic and rustic for a dream-worthy getaway. The 280sq ft cottage features stunning, panoramic views of the San Diego skyline while offering rooftop seating for sunrise and sunset viewing. The Cottage is conveniently located 20 minutes from the world famous San Diego zoo and most other must-see, tourist spots. Amenities for special occasions offered too. Check out our menu!

Top Guest favourite

A stylish living area features a tan leather sofa adorned with decorative pillows. A round mirror hangs above the sofa, reflecting light in the space. A tall, modern floor lamp stands beside a potted plant, with a macramé wall decoration accentuating the textured brick backdrop.

Guesthouse in Greater North Park

4.96 out of 5 average rating, 138 reviews

Charming Studio in The Heart of South Park

Welcome to the beautifully designed furnished studio in the heart of South Park. Featuring high-end furniture & thoughtful details, this space blends comfort & style. Enjoy a restful night on the ultra-comfortable queen sleeper sofa by American Leather & stay cool year-round with a mini-split AC. It has a private relaxing outdoor space. Located just a few blocks from South Park’s cafés, boutiques, & top restaurants, you’ll enjoy the neighborhood like a local. Ideal for short & extended stays.

Top Guest favourite

Guesthouse in Spring Valley

4.98 out of 5 average rating, 441 reviews

Airstream•Sauna•SoakTub• Views•Firepit+Zoo add-on

Just 20 minutes from San Diego's most iconic attractions, yet seemingly a world away, this classic Airstream overlooks 30 acres of native California chapparal, wild sage and California pepper trees with sweeping city and sunset views Designed as a private nature retreat, it invites you to slow down, reconnect, and recharge. Soak beneath the stars, unwind in the handcrafted wood-fired redwood sauna, refresh under the open-air rain shower, and gather around the fire as city lights twinkle below

Top Guest favourite

A private patio space surrounded by lush greenery features seating areas with wooden chairs and potted plants. Soft lighting is provided by outdoor string lights, and a cozy rug adds warmth. In the distance, a shaded area with an umbrella can be seen, enhancing the tranquil setting.

Guesthouse in Greater North Park

4.96 out of 5 average rating, 277 reviews

Sunny garden casita in vibrant North Park

Enjoy peaceful, sunny San Diego days as palms sway above this private garden retreat tucked behind a 1925 Craftsman. Designed with a love of nature and simple beauty, the guest house opens onto lush greenery and dappled light — a calm, creative hideaway in the heart of one of San Diego’s most charming neighborhoods. Just a short stroll brings you to great restaurants, world-class breweries, and cozy coffee shops, while Balboa Park, the Zoo, the beaches, and downtown are all only minutes away.

Guest favourite

The living area features a grey sofa complemented by two pink chairs arranged around a low coffee table. An ornate area rug anchors the space, while framed botanical art adorns the wall. A large mirror reflects the light from stylish floor lamps and greenery.

Guesthouse in San Diego

4.93 out of 5 average rating, 242 reviews

Farm Vibe near City with Friendly Goats & Big Deck

Charming home has spacious bedroom (king bed), full bath (tub/shower), living/dining area and stocked kitchen all with stylish touches. Relax and lounge on your back deck while saying hello to the friendly goats. Your lodging is nearby the city where you can have a touch of countryside as well as modern amenities throughout with keyless entry, WiFi and Smart TV (W/D also available). It's a perfect space for a couple, small family or group of friends looking for a bit of it all next to it all!

Superhost

The outdoor area features a spacious salt-water pool surrounded by natural rock formations and tropical palm trees. A jacuzzi is located nearby, and the peaceful setting offers ample space for relaxation and enjoyment of the sun.

Guesthouse in Coronado

4.87 out of 5 average rating, 398 reviews

Coronado Island Pool Cottage

2 blocks from the Beach, the Cottage offers a peaceful, clean & private stay with exclusive use of the pool, jacuzzi, bikes, beach items, deck chairs, Stream-TV & Wifi. 3 rooms: QUEEN BEDROOM has AC, heater, ironing, hangers & 8 foot mirrors. LOUNGE ROOM has AC, heater, QUEEN sofa-bed, TV, microwave, fridge/freezer, toaster, tableware & utensils, coffee/tea, & bottled water. BATHROOM has walk-in shower, all toiletries & towels. BEFORE BOOKING, please click/read the “SHOW MORE" details here:

Top Guest favourite

The poolside area features a well-maintained saltwater pool reflecting the colors of the sunset. Comfortable seating arrangements, including lounge chairs and a cozy fire pit, are visible. Large umbrellas provide shade, and lush greenery adds to the serene ambiance.

Guesthouse in La Mesa

4.97 out of 5 average rating, 172 reviews

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV

Welcome to your personal resort! This is your private Guest House with a salt & heated pool + hot tub. Located in a very quiet & safe neighborhood in beautiful San Diego. Drive 15 minutes to the beach, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike next door at Cowell Mountain or Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo, top quality finishes & furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

Top Guest favourite

A spacious living area features a large sectional sofa adorned with decorative pillows, complemented by a wooden coffee table. A vibrant wall art piece with colorful surfboards is displayed above the couch, while natural light fills the room through expansive windows.

Guesthouse in Mission Hills

4.97 out of 5 average rating, 297 reviews

Beautiful Historic Home and Gardens Near Downtown!

Location, Location, Location...Welcome to Union Street Gardens. We are dedicated to providing a peaceful, serene atmosphere in which our guests can relax after a long day of exploring beautiful, sunny San Diego. This unique historic craftsman bungalow is just minutes from downtown, Balboa Park, the Zoo, beaches, and includes a Chef's kitchen, outdoor deck, gardens, fire pit and spa! Perfect for a family of 4 or two couples. Sorry no parties or large groups and no external guests please.

Top Guest favourite

An outdoor dining area features a large wooden table set with decorative dishes and neatly folded napkins. An umbrella provides shade above the table. Surrounding greenery and hanging hammocks create a tranquil atmosphere, while a pergola frames the space, enhancing the inviting outdoor setting.

Guesthouse in San Diego

4.96 out of 5 average rating, 428 reviews

Betty- Guesthouse near CBX & San Ysidro border

This comfy studio located in San Diego is the perfect spot for a quiet & cozy weekend retreat. Inside is bright & inviting with stylish spacious studio, private entrance from side gate, private patio with bbq & hanging hammocks; driveway parking spot & plenty of street parking! The view from the patio is very relaxing, making it the perfect weekend get away. Centrally located in a quiet & peaceful area within 5 minutes away from Plaza Las Americas & 10 minutes away from the CBX.

Top Guest favourite

Guesthouse in Mission Hills

4.92 out of 5 average rating, 494 reviews

La Casita - Fully Updated Casita in Mission Hills

This well designed, fully updated detached studio casita is located in one of the most sought after neighborhoods in San Diego - Mission Hills. Surrounded by a serene garden courtyard with private entry and quiet patio. Close to great dining, grocery stores and shopping, and a mere 10 minutes or less to most of San Diego’s main attractions. If you are coming by car, there is plenty of free street parking - otherwise Ubers are plentiful and reasonably priced.

Guest favourite

The open studio loft features a spacious queen bed draped with light fabric. A small blue sofa with decorative cushions sits opposite a wooden coffee table. Natural light streams in through a well-placed window, illuminating the soft carpet and simple decor.

Guesthouse in Mission Hills

4.98 out of 5 average rating, 214 reviews

Mission Hills: Private Studio • Walk to Hillcrest

Experience 'The Lark Nest,' a stylish San Diego studio loft in Mission Hills. This private detached guest house offers panoramic bay, Coronado, and ocean views from the property, perfect for sunset watching. Featuring a comfortable queen bed and a small futon, it comfortably fits 2 guests, with space for 3. Enjoy a well-equipped kitchenette and proximity to top city attractions and dining for a unique San Diego escape.

Top Guest favourite

A private upper deck is shown, featuring a striped umbrella and colorful garden furniture. The deck is surrounded by vibrant flowering plants and provides access to a cozy studio with a light blue door and large windows, allowing natural light to enter.

Guesthouse in Greater North Park

4.91 out of 5 average rating, 1095 reviews

Safe Private Sanctuary - TOWER STUDIO/ Northpark

Come to a sanctuary and enjoy the sun! Check-in is contactless. Enjoy your cozy and quiet tower studio with a private entrance, private full bathroom, and private upper deck. The studio house is in a large garden adjoining a craftsman-style house in the historic Northpark Morley Field District. Minutes away from coffee shops, breweries, Zoo, Balboa Park.